The addition of halogen derivatives to allylbenzenes in the presence of peroxides; preparation of 锠?bromopropylbenzenes was written by Quelet, Raymond;Durand-Dran, Raymonde;Pineau, Robert. And the article was included in Compt. rend. in 1957.Electric Literature of C10H13BrO This article mentions the following:
Despite the presence of a normally unreactive double bond, RC6H4CH2CH:CH2 (I) were converted to RC6H4CH2CH2Br (II) by treatment with HBr under the conditions of the Kharasch reaction (cf. C.A. 41, 4769h). Although no details are given, CCl4 and CHBr3 also added to I in the presence of Ac2O to give satisfactory yields of the polyhalogenated butylbenzenes. I (in C6H6 solution only if the II crystallized) were treated gradually with 4-8% Bz2O2 in C6H6 or Ac2O in Et2O and saturated with dry HBr gas at 0-10鎺?in a long cylindrical tube. The saturated mixture was freed of excess HBr at room temperature with a stream of air, washed, neutralized, treated with Na2S2O4 solution, and distilled in vacuo. The II were identified by conversion to RC6H4CH2CH2CH2CO2H (III) by formation of their Grignard compounds in Et2O or tetrahydrofuran or in some cases via the nitriles. The following II were prepared (R, b.p./mm., % yield, and m.p. of III given): H, 113-15鎺?16, 80, 50鎺? o-Me, 75-6鎺?0.35, 66, 59-60鎺? m-Me, 85-6鎺?1.1, 80, 37.5鎺? p-Me, 75-8鎺?0.7, 70, 58鎺? p-MeO, 85鎺?0.8, 70, 58鎺? 3,4-di-MeO (IV), 108-10鎺?0.01, 55, -. III were formed in good yields except from IV where demethylation took place in the Grignard preparation In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Electric Literature of C10H13BrO).
1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Electric Literature of C10H13BrO
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary